Cheap Flights From Chicago To Canada

Cheap flights from Chicago (CHI) to popular destinations in Canada (CA)

Calgary $246
Calgary
Carrier Departure Date Return Date Lowest Price
< United < Oct 3, 2023 < Oct 7, 2023 $246
< WestJet < Sep 26, 2023 < Oct 3, 2023 $256
< United < Sep 17, 2023 < Oct 1, 2023 $268
< United < Sep 26, 2023 < Oct 1, 2023 $268
< United < Sep 26, 2023 < Oct 3, 2023 $268
< United < Sep 29, 2023 < Oct 3, 2023 $268
< WestJet < May 30, 2023 < Jun 6, 2023 $277
<> Multiple Airlines < May 30, 2023 < Jun 6, 2023 $278
< United < May 30, 2023 < Jun 6, 2023 $278

Cheap Last Minute Flights from Chicago to Canada

Looking for cheap last minute flights or a weekend getaway? We've got you covered with weekend flight deals from Chicago to Canada. The chart below shows the best last minute deals and cheap flights this weekend we could find.

DestinationDepartingReturningPrice
Sault Ste Marie, Ontario 12/31/22 1/2/23 $378
London, Ontario 1/19/23 1/21/23 $282
Saskatoon 1/27/23 1/30/23 $378
Calgary 6/3/23 6/7/23 $289
Toronto 6/23/23 6/26/23 $383

Cheap Flights from Chicago to Canada

Flights to Cities in Canada Last modified: May 23, 2023 4:32 -04:00

FlightsLowest Price
Chicago to Winnipeg$560
Chicago to Saskatoon$531
Chicago to Regina, Saskatchewan$903
Chicago to Charlottetown, Prince Edward Island$475
Chicago to Yellowknife$996
Chicago to Whitehorse$1,150
Chicago to Sydney, Nova Scotia$863
Chicago to Toronto$327
Chicago to Vancouver$422
Chicago to Montreal$321
Chicago to Calgary$256
Chicago to Edmonton$335
Chicago to Ottawa$385
Chicago to Halifax$413
Chicago to London, Ontario$334
Chicago to Quebec$386
Chicago to Victoria, British Columbia$454
Chicago to Thunder Bay$319
Chicago to St Johns, Newfoundland and Labrador$523
Chicago to Kelowna$617
Chicago to Moncton$538
Chicago to Prince George$675
Chicago to Sudbury$909
Chicago to Ft McMurray$610
Chicago to Windsor$316
Chicago to Grande Prairie$572
Chicago to Sault Ste Marie, Ontario$444
Chicago to Fredericton$474
Chicago to St John$701
Cheap Flights from Chicago to Canada, from $246 Round trip from CHI to CA